US11292864B2ActiveUtilityA1

Compositions using polyuretdione resins

54
Assignee: COVESTRO LLCPriority: Mar 23, 2018Filed: Mar 23, 2018Granted: Apr 5, 2022
Est. expiryMar 23, 2038(~11.7 yrs left)· nominal 20-yr term from priority
C08G 18/027C09D 175/02C08G 18/6229C08G 18/798C09J 175/04C08G 18/2063C09D 175/04C08G 18/44C08G 18/1858C08G 18/797C08K 2201/012C08G 18/48C08G 2190/00C08G 18/2036C08G 18/2027C08G 18/4277C08L 75/02C08G 18/42C08G 18/7837
54
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Cited by
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References
11
Claims

Abstract

The present invention provides a reaction mixture comprising a hot blend of a first isocyanate-based uretdione resin and a second isocyanate-based uretdione resin, a neutralized polyol and a tertiary amine catalyst, and optionally, an additive package selected from the group consisting of flow control additives, pigments (colorants), wetting agents, and solvents, wherein the first isocyanate and the second isocyanate are different. The isocyanate-based uretdiones that have been hot blended together produce coatings, adhesives, castings, composites, and sealants, which exhibit better performance properties (such as microhardness) than those coatings, adhesives, castings, composites, and sealants produced from the constituent isocyanate-based uretdiones alone.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
       1. A reaction mixture comprising:
 a hot blend of a 1-isocyanato-3-isocyanatomethyl-3,5,5-trimethyl cyclohexane (isophorone diisocyanate or IPDI)-based uretdione resin and a 1,6-hexamethylene diisocyanate (HDI)-based uretdione resin; 
 a neutralized polyol comprising a reaction product of a polyester polyol and an acid scavenger; and 
 a tertiary amine catalyst selected from the group consisting of 1,8-diazabicyclo[5.4.0]undec-7-ene, 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene, 1,4,5,6-tetrahydro-1,2-dimethylpyrimidine, sodium-1,2,4-triazolide, 2-tert-butyl-1,1,3,3-tetramethylguanidine, and combinations thereof, 
 optionally, a hydrocarbon solvent, 
 optionally, an additive package selected from the group consisting of flow control additives, pigments, and wetting agents, 
 wherein 1-isocyanato-3-isocyanatomethyl-3,5,5-trimethyl cyclohexane (isophorone diisocyanate or IPDI)-based uretdione resin and 1,6-hexamethylene diisocyanate (HDI)-based uretdione resin are blended in a weight ratio of between 92:8 and 74:26. 
 
     
     
       2. The reaction mixture according to  claim 1 , wherein the tertiary amine catalyst is 1,8-diazabicyclo[5.4.0]undec-7-ene. 
     
     
       3. The reaction mixture according to  claim 1 , wherein the acid scavenger is covalently bonded to acidic groups within the polyol and is selected from the group consisting of carbodiimides, anhydrides, epoxies, trialkylorthoformates, amine compounds, oxazolines, and combinations thereof. 
     
     
       4. One of a coating, an adhesive, a casting, a composite, and a sealant comprising the reaction mixture according to  claim 1 . 
     
     
       5. A method of applying the reaction mixture according to  claim 1  to a substrate, wherein the method comprises at least one of spraying, dipping, flow coating, rolling, brushing, and pouring. 
     
     
       6. A method of making a polymer comprising:
 hot blending a 1-isocyanato-3-isocyanatomethyl-3,5,5-trimethyl cyclohexane (isophorone diisocyanate or IPDI)-based uretdione resin and a 1,6-hexamethylene diisocyanate (HDI)-based uretdione resin at a weight ratio of between 92:8 and 74:26 to form a resin hot blend; 
 reacting the resin hot blend with a neutralized polyester polyol in the presence of a tertiary amine catalyst and optionally a hydrocarbon solvent, 
 optionally, in the presence of an additive package selected from the group consisting of flow control additives, pigments, wetting agents, 
 wherein the neutralized polyester polyol comprises a reaction product of a polyester polyol and an acid scavenger and wherein the tertiary amine catalyst is selected from the group consisting of 1,8-diazabicyclo[5.4.0]undec-7-ene, 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene, 1,4,5,6-tetrahydro-1,2-dimethylpyrimidine, sodium-1,2,4-triazolide, 2-tert-butyl-1,1,3,3-tetramethylguanidine, and combinations thereof. 
 
     
     
       7. The method according to  claim 6 , wherein the tertiary amine catalyst is 1,8-diazabicyclo[5.4.0]undec-7-ene. 
     
     
       8. The method according to  claim 6 , wherein the acid scavenger is covalently bonded to acidic groups within the polyol and is selected from the group consisting of carbodiimides, anhydrides, epoxies, trialkylorthoformates, amine compounds, oxazolines, and combinations thereof. 
     
     
       9. A polymer made according to the method of  claim 6 . 
     
     
       10. One of a coating, an adhesive, a casting, a composite, and a sealant comprising the polymer made according to  claim 6 . 
     
     
       11. A method of applying the polymer made according to  claim 6  to a substrate, wherein the method comprises at least one of spraying, dipping, flow coating, rolling, brushing, and pouring.

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